Deutsch
URN to cite this document: urn:nbn:de:bvb:355-opus-1079
Böhm, Claudius (2002) Neue Strategien zur Darstellung enantiomerenreiner Gamma-Butyrolactone und deren Anwendung in der Naturstoffsynthese. PhD, Universität Regensburg
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Abstract (German)
Die stereoselektive Synthese von hochfunktionalisierten 1,2,3-trisubstituierten Cyclopropane ausgehend von Furanen ist beschrieben. Darüber hinaus wurden ausgezeichnete
Diastereoselektivitäten bei der Addition von Nukleophilen auf Cyclopropanecarbaldehyde erzielt. Diese Additionsprodukte wurden durch weitere Transformationen in natürlich
vorkommende Gamma-Butyrolactone überführt.
Translation of the abstract (English)
The stereoselective synthesis of highly funcionalized 1,2,3-trisubstituted cyclopropanes, starting from readily available furans, is described. Furthermore, exceptionally high
diastereocontrol in aggreement with the Felkin-Anh model was observerd for the addition of nucleophiles to cyclopropanecarbaldehydes. By applaying this methodology, the
enantioselective synthesis of natural occuring gamma-butyrolactones was accomplished.
| Item Type: | Thesis of the University of Regensburg (PhD) |
|---|---|
| Referee: | Oliver Reiser |
| Date of exam: | 27 July 2001 |
| Institutions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Keywords: | Naturstoff , Butyrolactone , Cyclopropancarbonsäureester , Nucleophile Addition , Aldolreaktion , , Felkin-Anh rule , Donor-acceptor cyclopropanes , gamma-butyrolactones |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Status: | Published |
| Refereed: | Yes, this version has been refereed |
| Created at the University of Regensburg: | Yes |
| Owner: | Universitätsbibliothek Regensburg |
| Deposited On: | 21 Oct 2009 15:43 |
| Last Modified: | 12 Nov 2012 14:31 |
| Item ID: | 9950 |
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